Aloe-emodin biquaternary ammonium salt with water solubility and anticancer activity and preparation thereof
A technology of aloe-emodin and diquaternary ammonium salt, which is applied in the field of preparation of quaternary ammonium salt anticancer drugs, can solve the problems of cancer cell apoptosis, and achieve the effect of simple synthesis steps, easy transport, and good inhibitory effect
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[0022] A preparation method of aloe-emodin diquaternary ammonium salt with water solubility and anticancer activity, the specific steps are:
[0023] (1) Synthesis of brominated aloe-emodin
[0024] 1.38g aloe-emodin (5.11mmol) with 150mLCCl 4 Dissolve in a 250mL three-neck flask, add 5mLPBr 3 (excessive) and then reflux and stir for 48 hours; after cooling, the solvent was removed by rotary evaporation, and the solid residue was eluted by silica gel column chromatography to obtain 1.23g of orange solid, namely brominated aloe-emodin, the eluent was dichloromethane / petroleum ether=2 : 1 (v / v); product characterization data are as follows: yield is 72.1%; m.p.72-73 ℃; 1 HNMR (400MH z , CDCl 3 )δ:12.09(s,1H,Ar-OH),12.06(s,1H,Ar-OH),7.89(d, J =5.2H z ,1H,Ar-H),7.88(s,1H,Ar-H),7.73(t, J =7.6H z ,J=8.4H z ,1H,Ar-H),7.36(s,1H,Ar-H),7.35(d, J =6.4H z ,1H,Ar-H),4.51(s,2H,ArCH 2 Br); ESI-MSm / z331.1(M-H) - ;HRMS(ESI - ):calcdforC 15 h 8 BrNO 4 [M-H] - =330.9611;Found,3...
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